Georg steinike and friedrich schmidt



ATENT OFFICE.

GEORG STEINIKE AND FRIEDRICH SCHMIDT, OF HGCHST-ON-THE-MAIN GERMANY.

BLUE TRISAZO DYE.

SPECIFICATION forming part of Letters Patent No. 576,511, dated February 2, 1897. Application filed January 11, 1895. Serial No. 534,573. (S ecimens) Patented in Germany August 24, 1894, No. 84,292.

To all whom it ntay concern.-

Be it known that we, GEORG STEINIKE and FRIEDRICH SCHMIDT, citizens of the Empire of Germany, and residents of Hochst-on-the- Main, in the Empire of Germany, have invented certain new and useful Improvements in the Production of New Trisazo Coloring- Matter, (for which Letters Patent were granted by and with our consent in Germany to Meister, Lucius ((7 Briining, No. 84,292, dated August 24, 1894,) of which the following is a specification.

' The dioxynaphthalenemonosulfonic acid S of the United States Letters Patent N o. 444, 679 is capable of combining with two molecules of one and the same diazo compound or with one molecule each of two different diazo compounds. By coupling the above-mentioned dioxynaphthalenemonosulfonic acid S withone molecule of a tetrazo compound instead of a second molecule of a diazo compound and by combining the substance thus obtained, which is capable of being again coupled with bases, phenols, naphthols, and their sulfonic or carbonic acids, we obtain new triazo coloring-matters possessing valuable properties. These coloring-matters dye Wool and cotton and surpass the direct dyeing cotton-coloring matters at present in the mai ket by their greater fastn ess to light and soap.

Those combinations whose second components possess a diazotizable amido group produce, on being further diazotized on the fiber, and on treatment with developers, such as phenol, resorcin, alpha and beta naphthol, Inetaphenylenediamin, chrysoidin, and amidonaphtholether, give shades ranging from violet to deep black, eminently fast to soap.

Example: One molecule of dioxynaphthalenemonosulfonate of sodium S and about three molecules of soda (or caustic alkali, ammonia, &c.) are dissolved in water, formin g a solution of from ten to fifteen per cent.

. intermediary product is completed, and it is then poured While stirring continuously into a solution of one'molecule of amidonaphtholdisulfonic acid H and from two to three molecules of soda (or caustic alkali, ammonia, &c.) in a small quantity of water. Twelve hours later, when the formationof coloring-matter is finished, the coloring-matter is separated and purified inthe usual manner.

Of course the operations can also be carried out in the following way: By first forming the monoazo coloring-matter, then combining one molecule of tetrazo benzidin with one molecule of amidonaphtholdisulfonic acid and causing this intermediate product to act upon the monoazo coloring-matter previously formed. The same coloring-matters can also be obtained by successively combining the tetrazo compound from one molecule of benzidin with one molecule of dioxynaphthalenemonosulfonic acid S, and then with one molecule of amidonaphtholdisulfonic acid H, and finally by treating an alkaline solution of the coloringmatter already formed with one molecule of diazonaphthionic acid.

In place of the benzidin in the example an equivalent quantity of tolidin, dianisidin, diphenet-idin, (be. may be substituted; in place of the naphthionic acid any other diazotizable and combining substance, and in. place of the amidonaphtholdisulfonic acid H any other amido acid, amin, phenol, naphthol, their sulfonic or carbonic acids, &c., as indicated by the following combinationsz Dioxynaphthalenemonosulfonic acid Salpha-naphthylamin (diazotized) Dioxynaphthalenenionosulfonic acid S-alpha-naphthylamin (diazotized) Dioxynaphthaienemonosulfonic acid S-alpha-naphthylamin (cliazotized) \hnidonaphthohnonosulfonic acid G.

+ [Dioxynaphthalenen'lonosuifonic acid S-naphthionic acid (diazotizedfl M-mononit-l'obenzidin Naphtholtrisidfonic acid of German Patent No. 56,058.

I [Dioxynaphthalenemonosulfonic acid S-orbhoamido-salicylic acid (diazotized)] Benzidin T AIpha-naphtholmonosulfonic acid, (NeviHe-Wiuther.)

I [Dioxynaphthalenemonosuifonic acid S-paraamid0-sa1icy1ic acid (diazotizedfl Benzldm A1pha=naphthoimonosulfonic acid, (NevilleWinthen) B Z 1 1 I [Dioxynaphthalenemonosulfonic acid S-naphthionic acid (diazotized)] en it n T Amidonaphtholdisulfonic acid of German Patent No. 53,023.

, [Dioxynaphthaienemonosulfonic acid S'naphthionic acid (diazotizedfl Tohdin Salicylic acid.

T r [Dioxynaphthalenemonosulfonic acid s naphthionic acid (diazotizedfl Amidonaphtholdisulfonic acid of German Patent No. 53,023.

, [Dioxynaphthalenemonosulfonic acid S naphthicmicfacid (diazotizedfl Dianlsldln salicylic acid.

I [Dioxynaphthalenemonosulfonic acid S-naphthionic acid (diaaotizedfl Dianisldm Amidonaphtholdisulfonic acid of German Patent No. 53,023.

[Dioxynaphthalenemonosulfonic acid S--naphthionic acid (diazotizedfl Dlphenetidln s h h a 0y '0 acid.

, [Dioxynaphthalenemonosulfonic acid S-naphthionic acid (diazotized)] blphenet-idin Amidonaphthoidisulfonic acid of German latent No. 53,023.

[Dioxynaphthalenemonosulfonic acid S-parar1itrani1in (diazotizedfl reduced, Benzldlu Sa1icy1ic acid.

, [Dioxynaphthaienemonosulfonic acid s paranit-rauilin (diazot-ized)] reduced, Benzidln Naphthionic acid.

[Dioxynaphthalenemonosulfonic acid S-paranitrani1in (diazotized)] reduced, Benzidin Amidonaphthohnonosulfonic acid G.

[DioXynaphthalenemonosulfonic acid S-paianitranilin (diazotizedfl reduced, Benzidin Amidonaphthoidisulfonic acid of German Patent No. 53,023.

[Dioxynaphthalenemonosulfonic acid S-paranitranflin (diazotizedfl reduced, Benzidin Amidonaphthoidisulfonic acid H.

[Dioxynaphthaienemonosulfonic acid s -paranitranilin (diaz0t-ized)] reduced, Tolidin Salicylic acid.

[Dioxynaphthalenemonosuifonic acid S-paranitranilin (diaz0tized) reduced, Tolidin Naphthionic acid.

T r [Dioxynaphthaienemouosulfonic acid S-paranitranilin (diazotizedfl reduced,

Amidonaphtholmonosulfonic acid G.

T r I, [Dioxynaphthalenemonosulfonic acid S-paranitranilin (diazotized)] reduced,

Amidonaphtholdisulfonic acid of the German Patent No. 52,023.

T [Dioxynaphthalenemonosulfonic acid S-paranitranilin (diazotizedfl reduced,

Amidonaphtholdisulfonic acid H.

k l [Dioxynaphthalenemonosuifonic acid S-paranitranilin (diazotizedfl reduced, Dianlsldin S u H d a cy c 9.01

. [Dioxynaphthaieuemonosulfonic acid S- paranitraniiin (diazotizedfi reduced, Diahisidin Na'phthionic acid.

. [Dioxynaphthalenemonosulfonic acid S--pa-ranitrani1in (diazotized)] reduced, Dianisidin Amidonaphtholmoncsulfonic acid G.

[Dioxynaphthalenemonosulfonic acid s paranitranilin (diazotized)] reduced, Dianisidin Amidonaphthoidisulfonic acid of German Patent No. 53,023. [Dioxynaphthaleneruonosulfonic acid sparanitranilin (diazotizedfl reduced,

Amidonaphtlioldisuifcnic acid H.

[Dioxynaphthalenehlonosulfonic acid S paranitraniiin (diazot-ized)] reduced- Salicy1ic acid.

[Dioxynaphthalenemonosulfonicacid S paranitraniiin (diazotizedfl reduced, Naphthionic acidi.

Dianisidiu Diphenetidin Diphenetidin [Dioxynaphthalenemonosulfonic acid S-paranitranilin (diazotized)] reduced,

Diphenetidin I Amidonaphtholmonosulfonic acid Gr.

[Dioxynaphthalenemonosulfonic acid Sparanitranilin (diazotizedfl reduced, Diphenetidiu Amidonaphtholdisulfonic acid of German Patent No. 53,023.

[Dioxynaphthalenemonosulfonic acid S--paranitranilin (diazotizedfl reduced, Diphenetidin Amidonaphtholdisulfonic acid H.

[Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedfl Benzidin Salicylic acid. [Dioxynaphthalenemonosulfonic acid Ssulfa11ilic acid (diazotizedfl Benzidin Naphthionic acid.

I I [Di0xynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedll Benzidin Amidonaphtholmonosulfonic acid G.

[Dioxynaphthalenemonosulfonic acid Ssulfanilic acid (diazotizedlj Benzidin Amidonaphtholdisulfonic acid of German Patent No. 53,023.

I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedfl Benzidin Amidonaphtholdisulfonic acid H.

[Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized)] Tolidin Salicylic acid.

[Dioxynaphtlialenemonosulfonic acid S-sulfanilic acid (diazotizedfl Tolidin Naphthionic acid.

I [Di0Xynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedfl 'lolidin Amidonaphtholmonosulfonic acid G.

I I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized) Tolidin Amidonaphtholdisulfonic acid of German Patent No. 53,023.

I I [Dioxynaplithalenemonosulfonic acid S-sulfanilic acid (diazotized)] Tolidm Amidonaphtholdisulfonic acid H.

W I I I I I [Dioxynaphthalenemonosulforiic acid S-sulfanilic acid (diazotized)] D1an1s1dn1 Salicylic acid.

I I I I I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedfl bianisidin Naphthionic acid.

I I I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized)] Dianisidin Amidonaphtholmonosulfonic acid G.

I I I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotizedfl Dianisidin Amidonaphtlioldisulfonic acid of German Patent No. 53,023.

I I I I [Dioxynaphtlialenemonosulfonic acid S-sulfanilic acid (diazotized)] Dlanisidin Amidonaphtholmonosulfonic acid H.

I I I {Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized)] Diphenetldin Salicylic acid.

I I [Dioxynaphthalenemonosulfonic acid S-su1fanilic acid (diazotized)] Diphenetidm Naphthionic acid.

I [Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized)] lhphenetidin Amidonaphtholmonosulfonic acid G.

[Dioxynaphthalenemonosulfonic acid S-sulfanilic acid (diazotized)] Diphenetidin Amidonaplitholdisulfonic acid of German Patent No. 53,023.

I I I [Dioxynapht11a1enemonosulfonic acid S-sulfanilic acid (diazotized) Drphenetrdm Amidona-phtlioldisulfonic acid H.

What we claim as new, and desire to secure one molecule of a tetrazo compound, and then by Letters Patent, is coupling the resulting intermediate product 10 1. The process herein discovered of producwith a further molecule of a phenol, naphthol, in g mixed trisazo coloring-matters Which contheir carbonic or sulfonic acids, substantially 5 sists in combining one molecule of dioxynaphas described.

thalenemonosulfonic acid S with one mole- 2. As a new article of manufacture, a colcule of a diazo compound and coupling the oring-matter, which is obtained by combining 15 monoazo coloring-matter thus formed With dioxynaphthalenemonosulfonic acid S Witha diazo compound, next with a tetrazo com- In testimony that We claim the foregoing'as pound, and then with a phenol, naphthol or our invention We have signed our names in 10 their derivatives, and which consists of a graypresence of two subscribing Witnesses.

black powder, dissolving in water with violet- GEORG STEINIKE.

5 blue color, soluble in concentrated sulfuric FRIEDRICH SCHMIDT.

acid with blue color, giving a, violet precipi- Witnesses: tate on addition of water, and dyeing cotton HEINRICH HAHN,

blue tints. J OHANN HARTENSTEIN. 

